ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate
CAS No.:1350929-05-3
Molecular Formula:C₁₈H₂₉NO₆
Molecular Weight:355.431
Hs Code.:

Synonyms:ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

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Chemical Property of ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

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Technology Process of ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

There total 7 articles about ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 584-02-1
2-pentanol

: 1350929-04-2
ethyl (1S,5R,6S)-5-acetoxy-7-acetyl-7-azabicyclo[4,1,0]-hept-2-ene-3-carboxylate

: 1350929-05-3
ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

Guidance literature:: With boron trifluoride diethyl etherate; at -5 - 0 ℃; for 1.66667h;
DOI:10.1016/j.tetasy.2011.09.014

Reference yield:

: 1350929-01-9
C₁₁H₁₅N₃O₅

: 1350929-05-3
ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / ethyl acetate / 1.25 h / 0 °C

2.1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2.2: 10.5 h / 20 °C

3.1: triethylamine / ethyl acetate / 0 °C

3.2: 0.5 h / 0 °C

4.1: boron trifluoride diethyl etherate / 1.67 h / -5 - 0 °C

With dmap; boron trifluoride diethyl etherate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/j.tetasy.2011.09.014

Reference yield:

: 1350928-94-7
C₉H₁₂O₆S

: 1350929-05-3
ethyl (3R,4R,5R)-4-acetamido-5-acetoxy-3-(1-ethylpropoxy)-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 2.17 h / 20 °C

2.1: sodium azide; water / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: dmap; triethylamine / ethyl acetate / 1.25 h / 0 °C

4.1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C

4.2: 10.5 h / 20 °C

5.1: triethylamine / ethyl acetate / 0 °C

5.2: 0.5 h / 0 °C

6.1: boron trifluoride diethyl etherate / 1.67 h / -5 - 0 °C

With dmap; sodium azide; boron trifluoride diethyl etherate; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2011.09.014